羟醛反应
化学
部分
催化作用
奥西多尔
烯酮
有机化学
作者
Tingting Yan,Xiaoyan Wang,Hongbao Sun,Jie Liu,Yongmei Xie
出处
期刊:Molecules
[MDPI AG]
日期:2013-11-25
卷期号:18 (12): 14505-14518
被引量:23
标识
DOI:10.3390/molecules181214505
摘要
An efficient approach for the synthesis of 3-substituted-3-hydroxy-2-oxindoles has been achieved via an aldol reaction of α,β-unsaturated ketones and isatins using arginine as an organocatalyst. A range of 3-substituted-3-hydroxy-2-oxindoles were obtained in moderate to high (up to 99%) yields. These 3-substituted-3-hydroxy-2-oxindoles with an additional enone moiety provide an opportunity for further elaboration of the products and for potentially interesting biological activities. In addition, the formation of 3-substituted-3-hydroxy-2-oxindole 3a was confirmed by X-ray crystallography. The possible reaction mechanism reveals that the reaction proceeds via a double action process.
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